US7678835B2 - Low-foaming gas processing compositions and uses thereof - Google Patents

Low-foaming gas processing compositions and uses thereof Download PDF

Info

Publication number
US7678835B2
US7678835B2 US11/400,976 US40097606A US7678835B2 US 7678835 B2 US7678835 B2 US 7678835B2 US 40097606 A US40097606 A US 40097606A US 7678835 B2 US7678835 B2 US 7678835B2
Authority
US
United States
Prior art keywords
silicone
component
water
gas
composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related, expires
Application number
US11/400,976
Other languages
English (en)
Other versions
US20070244205A1 (en
Inventor
Kalman Koczo
David George Quinn
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Momentive Performance Materials Inc
Original Assignee
Momentive Performance Materials Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Momentive Performance Materials Inc filed Critical Momentive Performance Materials Inc
Priority to US11/400,976 priority Critical patent/US7678835B2/en
Assigned to GENERAL ELECTRIC COMPANY reassignment GENERAL ELECTRIC COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: QUINN, DAVID GEORGE, KOZCO, KALMAN
Priority to TW096110596A priority patent/TWI411646B/zh
Priority to PCT/US2007/008509 priority patent/WO2007120567A1/en
Publication of US20070244205A1 publication Critical patent/US20070244205A1/en
Assigned to THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL TRUSTEE reassignment THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL TRUSTEE SECURITY AGREEMENT Assignors: JUNIPER BOND HOLDINGS I LLC, JUNIPER BOND HOLDINGS II LLC, JUNIPER BOND HOLDINGS III LLC, JUNIPER BOND HOLDINGS IV LLC, MOMENTIVE PERFORMANCE MATERIALS CHINA SPV INC., MOMENTIVE PERFORMANCE MATERIALS QUARTZ, INC., MOMENTIVE PERFORMANCE MATERIALS SOUTH AMERICA INC., MOMENTIVE PERFORMANCE MATERIALS USA INC., MOMENTIVE PERFORMANCE MATERIALS WORLDWIDE INC., MOMENTIVE PERFORMANCE MATERIALS, INC., MPM SILICONES, LLC
Priority to US12/684,180 priority patent/US7879918B2/en
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GENERAL ELECTRIC COMPANY
Publication of US7678835B2 publication Critical patent/US7678835B2/en
Application granted granted Critical
Assigned to BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE reassignment BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE SECURITY AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS INC
Assigned to BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE reassignment BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE PATENT SECURITY AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to JPMORGAN CHASE BANK, N.A. reassignment JPMORGAN CHASE BANK, N.A. SECURITY AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT reassignment THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT reassignment THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Assignors: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Assignors: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Assigned to BOKF, NA, AS SUCCESSOR COLLATERAL AGENT reassignment BOKF, NA, AS SUCCESSOR COLLATERAL AGENT NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Assignors: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Assigned to BOKF, NA, AS SUCCESSOR COLLATERAL AGENT reassignment BOKF, NA, AS SUCCESSOR COLLATERAL AGENT NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Assignors: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. RELEASE BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: BOKF, NA
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. RELEASE BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: BOKF, NA
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Assignors: JPMORGAN CHASE BANK, N.A.
Assigned to BNP PARIBAS, AS ADMINISTRATIVE AGENT reassignment BNP PARIBAS, AS ADMINISTRATIVE AGENT FIRST LIEN TERM LOAN PATENT AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT reassignment KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT SECOND LIEN TERM LOAN PATENT AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to CITIBANK, N.A., AS ADMINISTRATIVE AGENT reassignment CITIBANK, N.A., AS ADMINISTRATIVE AGENT ABL PATENT AGREEMENT Assignors: MOMENTIVE PERFORMANCE MATERIALS GMBH, MOMENTIVE PERFORMANCE MATERIALS INC.
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. RELEASE BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. RELEASE BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: KOOKMIN BANK NEW YORK
Assigned to MOMENTIVE PERFORMANCE MATERIALS INC. reassignment MOMENTIVE PERFORMANCE MATERIALS INC. TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Assignors: BNP PARIBAS
Expired - Fee Related legal-status Critical Current
Adjusted expiration legal-status Critical

Links

Images

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/14Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
    • B01D53/1493Selection of liquid materials for use as absorbents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D19/00Degasification of liquids
    • B01D19/02Foam dispersion or prevention
    • B01D19/04Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D19/00Degasification of liquids
    • B01D19/02Foam dispersion or prevention
    • B01D19/04Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0409Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L3/00Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/003Additives for gaseous fuels
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L3/00Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/06Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
    • C10L3/10Working-up natural gas or synthetic natural gas
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L3/00Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/06Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
    • C10L3/10Working-up natural gas or synthetic natural gas
    • C10L3/101Removal of contaminants
    • C10L3/102Removal of contaminants of acid contaminants

Definitions

  • the invention relates to low-foaming gas processing compositions of particular use in gas sweetening processes.
  • a gas e.g., natural gas
  • base-reactive impurities such as carbon dioxide and hydrogen sulfide
  • the amine forms an adduct with the base-reactive impurity, thereby removing the impurity from the gas.
  • an antifoaming formulation containing a silicone antifoam component, a polydimethylsiloxane-polyoxyalkylene copolymer emulsifier, and water, in the absence of polypropylene glycol, is commercially available for this purpose under the trade name Sag®7133 (see “OSi Antifoams in the Alkanolamine Process of Gas Scrubbing,” EU-36-018/KS/fk/January, ⁇ 2001 Crompton Corporation; and “SAG®7133 and SAG®220,” GE-Advanced Materials, ⁇ 2003-2006 General Electric Company).
  • a low-foaming gas sweetening composition comprises:
  • the present invention is also directed to a method for processing a gas by treating the gas with a composition described above.
  • the invention is directed to a method of lowering or substantially removing an amount of one or more base-reactive impurities from a gas by treating the gas with any of the compositions described above.
  • the gas is treated with a composition prepared by:
  • the present invention advantageously provides gas processing formulations having improved foam suppressing ability in gas sweetening and related processes. Additionally, the compositions are cost-effective and readily dispersible in aqueous solutions.
  • FIG. 1 compares the foam controlling ability of MDEA gas sweetening formulations which also contained 0.1 weight percent (0.1 wt %) of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam containing either a silicone antifoam component without PPG (i.e., Sag®7133) or PPG without silicone antifoam component against formulations containing a combination of silicone antifoam component and PPG (i.e., ANTIFOAM EMULSION B or ANTIFOAM EMULSION A), all dosed at 167 ppm at room temperature (circa 23° C.) in the gas sweetening formulation.
  • an anionic surfactant such as sodium lauryl sulfate
  • FIG. 2 compares the foam controlling ability of silicone antifoam component without PPG (i.e., Sag®7133) at a dosing of 167 ppm or 500 ppm in a 30 to 40 weight percent aqueous solution of DEA which also contained 0.1 one weight percent (0.1 wt %) of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam against a formulation containing a combination of silicone antifoam component and PPG (i.e., ANTIFOAM EMULSION A) at a dosing of 167 ppm at approximately 60° C. in a similarly concentrated DEA solution.
  • an anionic surfactant such as sodium lauryl sulfate
  • the low-foaming gas processing compositions of the invention include a silicone antifoam component (i.e., component (a)).
  • the silicone antifoam component includes, minimally, a base silicone fluid and a particulate metal oxide.
  • the base silicone fluid is preferably a polydimethylsiloxane-containing (i.e., PDMS-containing) polymer. More preferably, the base silicone fluid is a silicone oil.
  • the silicone fluid can have any suitable viscosity, e.g., 0.65 Centistokes (cSt) to 1,000,000 cSt, and more preferably 0.65 Centistokes (cSt) to 100,000 cSt, and even more preferably, about 100 cSt to about 20,000 cSt.
  • the molecular weights of the silicone fluid is preferably in the range of about 2,000 to about 500,000.
  • the base silicone fluid can also be a mixture of two or more silicone fluids of different viscosities.
  • the base silicone fluid can be a mixture of two or more low viscosity silicone fluids (e.g., 100 cSt-500 cSt), two or more high viscosity silicone fluids (e.g., 1,000-20,000 cSt), or one or more low viscosity silicone fluids in combination with one or more high viscosity silicone fluids.
  • the amount of base silicone fluid in the silicone antifoam component is preferably an amount at least necessary to coat the particulate metal oxide.
  • the base silicone fluid is in a weight ratio to metal oxide of at least about 1:1 to 50:1. More preferably, the base silicone fluid is in a weight ratio to metal oxide of at least about 8:1 to 50:1, or higher ratio.
  • the base silicone fluid can preferably be in a weight ratio to metal oxide of, or greater than, about 1:1, 2:1, 3:1, 4:1, 5:1, 10:1, 12:1, 15:1, 20:1, 25:1, 30:1, 40:1, or 50:1.
  • the particulate metal oxide can be any of the suitable metal oxides known in the art.
  • suitable metal oxides include fumed, precipitated, or plasmatic forms of titania, alumina, silica, alumina-silica, zironia, zirconia-silica, and any combinations thereof.
  • the metal oxide is silica.
  • the particulate silica can be any suitable form of particulate silica, including fumed and precipitated forms of silica. Combinations of fumed and precipitated forms of silica are also contemplated.
  • the metal oxide, and particularly silica can be hydrophilic when combined with the base silicone fluid.
  • the metal oxide can be pre-hydrophobized using a suitably hydrophobic organosilane or alkyl-containing silicone fluid before being combined with the base silicone fluid.
  • the metal oxide can be pre-hydrophobized by reaction with a hydrophobic silane compound (e.g., (CH 3 ) 3 SiOH, (CH 3 ) 3 SiCl or hexamethyldisilazane) prior to mixing with the base silicone fluid.
  • a hydrophobic silane compound e.g., (CH 3 ) 3 SiOH, (CH 3 ) 3 SiCl or hexamethyldisilazane
  • the particulate metal oxide can also include a mixture of pre-hydrophobized and non-prehydrophobized (i.e., hydrophilic) forms of the metal oxide.
  • the metal weight ratio of pre-hydrophobized to non-prehydrophobized silicas is preferably in the range of about 1:20 to 20:1.
  • the weight ratio of pre-hydrophobized to non-prehydrophobized silicas can be preferably 1:20, 1:10, 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, 10:1, or 20:1.
  • hydrophobized portion of metal oxide need not be completely surface-coated with hydrophobizing agent.
  • the hydrophobized metal oxide can be partially hydrophobized, e.g., 95%, 90%, 80%, 70%, or 50% of its surface may be hydrophobized.
  • hydrophobized forms of silica are commercially available. Particularly preferred forms of hydrophobized silica are available under the Sipernat® and Aerosil® trade names.
  • the particulate metal oxide can have any suitable particle size.
  • the metal oxide can have a minimum particle size of about five nanometers and a maximum particle size of up to hundreds of microns. More preferably, the metal oxide has an average particle size in the range of about 1 to 20 microns.
  • the surface area is preferably within the range of about 50 to 1000 square meters per gram (m 2 /g).
  • the metal oxide can be selected to have a surface area in the range of about 50 to about 500, or about 60 to about 450, or about 80 to about 400.
  • the amount of particulate metal oxide is preferably no more than about 20% by weight of the silicone antifoam component.
  • the silica is in an amount of up to about 10% by weight of silicone antifoam component. More preferably, fumed silica is present in an amount of no more than 6% by weight and precipitated silica in an amount of no more than 15% by weight of the silicone antifoam component.
  • the silicas are preferably in an amount of about 3 to 10% by weight of the silicone antifoam component.
  • the silicas can also be in much lower amounts of, for example, 1% or less.
  • the silicone antifoam component can optionally include one or more branched silicone resins.
  • Particularly preferred branched silicone resins are the MQ, MDQ, or T silicone resins, wherein M represents monovalent groups of formula (CH 3 ) 3 SiO 1/2 , D represents divalent groups of formula (CH 3 ) 2 SiO 2/2 , T represents trivalent groups of formula (CH 3 )SiO 3/2 , and Q represents tetravalent groups of formula SiO 4/2 .
  • Particularly preferred branched silicone resins are the MQ resins, which are well known in the art. See, for example, U.S. Pat. No. 4,370,358 to Hayes et al. and U.S. Pat. No. 5,693,256 to Sawicki et al., both of which are incorporated herein by reference in their entirety.
  • the MQ resin can have any suitable M:Q ratio, and more preferably, an M:Q ratio within the approximate range of 0.1:1 to 1.5:1 or 0.1:1 to 2:1. More preferably, the M:Q ratio is in the approximate ratio of from about 0.5:1 to about 1.1:1.
  • the M:Q ratio can be preferably about 0.1:1, 0.2:1, 0.3:1, 0.4:1, 0.5:1, 0.6:1, 0.7:1, 0.8:1, 0.9:1, 1:1, 1.1:1, 1.2:1, 1.5:1, and 2:1.
  • a particularly suitable MQ resin is commercially available under the trade name SR 1000 from GE Silicones.
  • the branched silicone resin can be in any suitable weight ratio to the metal oxide component, both of which are in the silicone antifoam component.
  • the branched silicone resin is in a weight ratio of branched silicone resin to metal oxide in the range of about of 1:1 to about 10:1.
  • the weight ratio of branched silicone resin to metal oxide can preferably be about 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1, 9:1, or 10:1.
  • the silicone antifoam component can also optionally include one or more catalysts capable of promoting condensation reactions between siloxy groups.
  • catalysts include alkali metal hydroxides (e.g., potassium hydroxide, sodium hydroxide, and cesium hydroxide), alkali metal silanolates (e.g., potassium silanolate), alkali metal alkoxides (e.g., potassium ethoxide), quaternary ammonium hydroxides (e.g., betahydroxyethyltrimethyl ammonium hydroxide, benzyltrimethyl ammonium hydroxide, tetramethyl ammonium hydroxide), quaternary ammonium silanolates, quaternary phosphonium hydroxides, and metal salts of organic acids (e.g., dibutyltin laurate, stannous acetate, stannous octanoate, and the like).
  • organic acids e.g., dibutyltin laurate,
  • the silicone antifoam component includes both a branched silicone resin and a catalyst, as described above.
  • the silicone antifoam component includes an MQ silicone resin and a catalyst.
  • the low-foaming gas processing composition of the invention also includes an emulsifying component (i.e., component (b)).
  • the emulsifying component is included in an amount suitable for the at least substantial emulsification of the silicone antifoam component in water.
  • at least substantial emulsification is meant that the antifoam component be emulsified by at least about 90% in water or in aqueous solution containing water in a predominant amount.
  • the emulsifying component can be in a weight ratio of emulsifying component to silicone antifoam component from 1:1, to 1:20 depending on the type of emulsifier and silicone antifoam component.
  • the weight ratio of emulsifying component to silicone antifoam component can preferably be about 1:1, 1:2, 1:3, 1:4, 1:5, 1:10, 1:15, or 1:20.
  • the emulsifying component includes an organic emulsifier.
  • organic emulsifiers include the alcohol ethoxylates, nonylphenol ethoxylates, and sorbitan esters.
  • organic emulsifiers include polyoxyethylene sorbitan monostearate, sorbitan monostearate, polyoxyethylene stearate, and silicone polyethers (e.g., the commercially available Silwet L-7220®).
  • the emulsifying component includes a silicone-based emulsifier.
  • the silicone-based emulsifiers are copolymers having one or more polydimethylsiloxane portions and one or more hydrophilic or hydrophobic portions, of which a particularly preferred subclass is the polydimethylsiloxane-polyoxyalkylene copolymers (PDMS-polyoxyalkylene copolymers).
  • Particularly preferred emulsifiers are PDMS-polyoxyalkylene copolymers wherein the polyoxyalkylene portion is composed of oxyethylene units, oxypropylene units, or a combination thereof.
  • Such copolymers are well known in the art and are commercially available under the Silwet® trade name.
  • These commercially available PDMS-polyoxyalkylene copolymers are described in detail in U.S. Pat. No. 3,505,377 to Morehouse and U.S. Pat. No. 6,051,533 to Kajikawa et al., both of which are incorporated by reference herein in their entirety.
  • the PDMS-polyoxyalkylene polymers can be of any arrangement of PDMS and polyoxyalkyene units, but are preferably either linear or pendant copolymers (see formulas I and II in U.S. Pat. No. 6,051,533 to Kajikawa et al.). Combinations of linear and pendant copolymers are also contemplated.
  • the emulsifying component includes one or more, more preferably two or three, pendant PDMS-polyalkylene copolymers within the formula: MD x D* y M (1)
  • M represents monovalent groups of formula (CH 3 ) 3 SiO 1/2
  • D represents divalent groups of formula (CH 3 ) 2 SiO 2/2
  • D* represents divalent groups of formula
  • x is a number greater than zero, and more preferably at least ten, and y is a number of at least one and up to fifteen.
  • n preferably represents an integer between 1 and 6; and m and p independently represent a minimum of zero and preferably, a maximum of about 100, provided that at least one of m and p is not zero.
  • Z represents a capping group preferably selected from —OCH 3 , —OCH 2 CH 3 , or —OH. More preferably, Z represents a methoxy group.
  • x is a minimum of about 1 and a maximum of about 400
  • y is a minimum of 1 and maximum of 10
  • n is 3
  • m is between 5 and 20
  • p is zero or a number between 0 and 30.
  • the low-foaming gas processing composition of the invention also includes a polypropylene glycol component (i.e., component (c)).
  • component (c) a polypropylene glycol component
  • the inventors have surprisingly found that there is a synergistic effect in the present invention in the combination of polypropylene glycol and silicone antifoam component.
  • the combination results in formulations with more effective antifoaming ability as compared to formulations containing either polypropylene glycol or silicone antifoaming component.
  • Polypropylene glycols of any molecular weight, viscosity, and hydroxyl number, and which are at least partially soluble, dispersible, and/or emulsifiable in water, are suitable according to the present invention.
  • “at least partially soluble, dispersible, and/or emulsifiable in water” includes solubility, dispersibility, or emulsifiability at room temperature (circa 25° C.), as well as under elevated temperature conditions (warming or heating conditions). Warming or heating can be provided as a separate step to induce or aid solubilization, dispersion, or emulsification, or can be provided, if applicable, during use of the formulation in gas processing.
  • polypropylene glycol herein also includes all of the polymers under the term “polypropylene oxide,” as well as any of the water-soluble co-polymers having polypropylene glycol portions and one or more other portions.
  • the polypropylene glycol can be a copolymer of polypropylene glycol and ethylene glycol.
  • the copolymers can be in any arrangement, e.g., block, random, alternating, graft, or combinations thereof.
  • the polypropylene glycol can also include additional functionality, e.g., polypropylene glycol bis-(2-aminopropyl ether) and polypropylene glycol monobutyl ether.
  • the polypropylene glycol can also be linear or branched, as well as atactic or isotactic.
  • An example of a branched polypropylene glycol is the product of copolymerizaton between propylene oxide and a triol, such as glycerol, i.e., poly(propylene glycol)triol (otherwise known as glycerol propoxylate).
  • suitable polypropylene glycols include those with number average molecular weights (M n ) of about 50 to about 5,000, viscosities of about 10 to about 2,000 centistokes, and hydroxyl numbers of about 10 mg KOH/g to about 400 mg KOH/g.
  • the polypropylene glycol can have an M n of about 425, a viscosity of 80 centistokes, and a hydroxyl number of about 263 mg KOH/g; or an M n of about 725, a viscosity of 115 centistokes, and a hydroxyl number of about 147 mg KOH/g; or an M n of about 1,000, a viscosity of 150 centistokes, and a hydroxyl number of about 111 mg KOH/g; or an M n of about 2,000, a viscosity of 300 centistokes, and a hydroxyl number of about 56 mg KOH/g; or an M n of about 2,700, a viscosity of 630 centistokes, and a hydroxyl number of about 37 mg KOH/g; or an M n of about 3,500, a viscosity of 1,300 centistokes, and a hydroxyl number of about 28 mg KOH/g; or any combination of any
  • the polypropylene glycol component and antifoam component can be in any suitable weight ratio of polypropylene glycol to silicone antifoam component.
  • the polypropylene glycol to silicone antifoam component weight ratio is preferably in the approximate range of 1:20 to 100:1 or 1:20 to 200:1.
  • the polypropylene glycol to silicone antifoam component weight ratio can be preferably about 1:20, 1:10, 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, 10:1, 20:1, 30:1, 40:1, 50:1, 100:1 or 200:1.
  • the polypropylene glycol to silicone antifoam component weight ratio is in the approximate range of about 2:1 to 100:1, more preferably 2:1 to 50:1, more preferably 2:1 to 20:1, and even more preferably 2:1 to 10:1.
  • the polypropylene glycol to silicone antifoam component weight ratio is preferably in the approximate range of about 1:10 to 10:1, or a subrange therebetween, e.g., 1:1 to 10:1, 1:10 to 1:1, 1:5 to 5:1, 1:1 to 5:1, or 1:5 to 1:1.
  • the low-foaming gas processing composition of the invention also includes a water-soluble or water-dispersible gas processing agent (i.e., component (d)).
  • the gas processing agent is a gas sweetening agent, and more preferably, a gas sweetening amine.
  • the gas sweetening amine includes any one or combination of amino-containing compounds or polymers capable of reacting with a base-reactive impurity of the gas while in the present formulation.
  • the amines are preferably at least partially soluble in aqueous solution. If necessary, amines of low aqueous solubility can be emulsified using one or more suitable surfactants.
  • alkanolamines examples include alkanolamines, alkylamines, and combinations thereof.
  • alkanolamines include monoethanolamine, diethanolamine (DEA), diisopropanolamine, triethanolamine, N-methyldiethanolamine (MDEA), monomethylethanolamine, (2-(2-aminoethoxy)ethanol (i.e., Diglycolamine® Agent or DGA® available from Huntsman Corporation), and combinations thereof.
  • suitable gas sweetening alkylamines include monoalkylamines, dialkylamines, trialkylamines, and combinations thereof.
  • monoalkylamines include methylamine, ethylamine, n-propylamine, isopropyl amine, n-butylamine, isobutylamine, sec-butylamine, and t-butylamine.
  • dialkylamines include dimethylamine, diethylamine, methylethylamine, isopropylmethylamine, isopropylethylamine, diisopropylamine, and isobutylmethylamine.
  • trialkylamines include trimethylamine, triethylamine, tri(n-propyl)amine, ethyldimethylamine, n-propyldimethylamine, isobutyldimethylamine, and diisopropylmethylamine.
  • the gas sweetening amines also include the polyamines, i.e., diamines, triamines, tetramines, and higher amines.
  • polyamines i.e., diamines, triamines, tetramines, and higher amines.
  • Some examples of such amines include ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and polyamine polymers.
  • the gas sweetening amines also include amino-containing ring compounds.
  • Some examples of such compounds include the piperidines, piperazines, pyridines, pyrazines, pyrroles, pyrrolidines, pyrrolidinones, morpholines, anilines, aminophenols, anisidines, triazines, and the like.
  • the gas sweetening amines also include imines formed by a condensation reaction between an amine and a carbonyl-containing compound such as formaldehyde.
  • the gas sweetening amines can be non-selective, and hence, reactive to any number of base-reactive impurities in a gas.
  • the gas sweetening amines can be selective, i.e., more reactive to one or a particular group of base-reactive impurities, or perhaps unreactive to one or more base-reactive impurities while reactive to one or more other base-reactive impurities.
  • the low-foaming gas processing composition of the invention also includes water (i.e., component (e)).
  • the water component can be purely water or substantially water along with an amount of one or more hydrophilic solvents.
  • the water component can include one or more alcohols, cyclic ethers, or ketones.
  • the water component is typically the highest amount by weight of the formulation (e.g., at least 50, 60, 70, 80, or 90 percent by weight).
  • the invention also relates to a method for lowering or substantially removing an amount of one or more base-reactive impurities from a gas by treating the gas with any of the gas processing compositions described above.
  • the method advantageously processes the gas while effectively suppressing the formation of foam.
  • the gas to be processed can be any of the commonly known gases which require removal of base reactive species.
  • the gas is at least substantially composed of methane, i.e., natural gas.
  • the gas can also be any other hydrocarbon gas including ethane, propane, butane, and the like, as well as inert gases, such as nitrogen and the noble gases.
  • the base-reactive impurities in the gas are most commonly carbon dioxide, sulfhydryl-containing compounds, and combinations thereof.
  • the sulfhydryl-containing compounds include, most notably, hydrogen sulfide, but can include other mercaptans such as methanethiol.
  • the gas can be treated by any means known in the art for gas sweetening or gas dehydration.
  • the gas can be treated by spraying or aerosoling the formulations described above in the gas, or bubbling the gas through the gas processing formulation. See, for example, “Oilfield Processing of Petroleum: Natural Gas (Oilfield Processing of Petroleum)” by Francis S. Manning, (D 1991, PennWell Publishing Co., Tulsa, Okla., which is herein incorporated by reference in its entirety.
  • the gas processing agent e.g., gas sweetening amine
  • the gas processing agent is regenerated by a gas desorption process.
  • elevated temperature and/or reduced pressure is used to effect the desorption of the adducted base-reactive species, thereby regenerating at least a portion, and more preferably at least a substantial portion, of the gas processing agent.
  • the method for treating a gas is accomplished by treating the gas with a composition prepared as follows.
  • An antifoam composition is provided which comprises:
  • a silicone antifoam component comprising a base silicone fluid and a particulate metal oxide
  • an amount of the antifoam composition above is then mixed with an aqueous solution containing a gas processing agent.
  • an amount of the above antifoam composition is mixed with an aqueous amine gas sweetening solution so as to provide a mixture having the antifoam composition in a minimum amount of approximately 1 ppm or 10 ppm to a maximum amount of about 1000 ppm or 2000 ppm, and all ranges resulting from combination of the minima and maxima given, and all subranges therebetween, by weight of the silicone and polypropylenegylcol actives combination or by weight of the final mixture.
  • the resulting mixture containing the amine is used to treat the gas in a gas sweetening process.
  • an aqueous amine solution comprises one or more alkanolamines, alkylamines, or combination thereof, in aqueous solution, preferably in a minimum amine weight percentage of about 5% and a maximum amine weight percentage of about 75% by weight of the aqueous solution.
  • Some more preferred amine concentrations include 15 to 30 weight percent of monoethanolamine, or 30 to 40 weight percent of diethanolamine, or 40 to 50 weight percent of methyldiethanolamine, or up to about 65 weight percent of 2-(2-aminoethoxy)ethanol, and combinations thereof.
  • auxiliary ingredients can be included to the gas processing composition described herein.
  • auxiliary ingredients can be included to the gas processing composition described herein.
  • a gas processing composition was prepared by first making Antifoam Emulsion A.
  • the emulsion contained 15% Sag 8200 silicone antifoam, 0.25% of a polydimethylsiloxane-polyalkylene copolymer which contained 40% polyethylene oxide, with a methyl end-group, and had a molecular weight of 10,000 Daltons, 1.5% of a polydimethylsiloxane-polyalkylene copolymer which contained 15% polyethylene oxide, 30% polypropylene oxide, with a methyl end-group and had a molecular weight of 50,000 Daltons and 0.25% of a polydimethylsiloxane-polyalkylene copolymer which contained 5% polyethylene oxide, 15% polypropylene oxide, with a methyl end-group and had a molecular weight of 20,000 Daltons, 30% polypropylene glycol with a molecular weight of 2000 Daltons, 1% Acusol 830, 0.23% Sodium hydroxide solution (20%), 0.1%
  • An amount of the above ANTIFOAM EMULSION A was then mixed with an aqueous amine solution (e.g., 30 to 40 weight percent of DEA or 40 to 50 weight percent MDEA in aqueous solution, which also contained 0.1 weight percent of an anionic surfactant, such as sodium lauryl sulfate to stabilize the foam) to provide a mixture having the antifoam composition in a minimum amount of approximately 1 ppm to a maximum of about 2000 ppm by weight of the silicone and polypropylene glycol actives combination or by weight of the mixture.
  • an aqueous amine solution e.g., 30 to 40 weight percent of DEA or 40 to 50 weight percent MDEA in aqueous solution, which also contained 0.1 weight percent of an anionic surfactant, such as sodium lauryl sulfate to stabilize the foam
  • the antifoaming composition was prepared by mixing one part of the above antifoaming precursor formulation, also referred to herein as Sag® 7133, with one part polypropylene glycol (PPG 2025), resulting in a composition referred to herein as ANTIFOAM EMULSION B.
  • an amount of the above ANTIFOAM EMULSION B composition containing PPG was mixed with an aqueous amine solution (e.g., 30 to 40 weight percent of DEA or 40 to 50 weight percent MDEA in aqueous solution, which also contained 0.1 weight percent of an anionic surfactant, such as sodium lauryl sulfate to stabilize the foam) to provide a mixture having the antifoam composition in a minimum amount of approximately 1 ppm to a maximum of about 2000 ppm by weight of the silicone and polypropylenegylcol actives combination or by weight of the mixture.
  • an aqueous amine solution e.g., 30 to 40 weight percent of DEA or 40 to 50 weight percent MDEA in aqueous solution, which also contained 0.1 weight percent of an anionic surfactant, such as sodium lauryl sulfate to stabilize the foam
  • test foaming solution e.g., 30 to 40 wt % of DEA (diethanolamine) or 40 to 50 wt % MDEA (methyldiethanolamine) in water, which also contained zero point one weight percent of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam
  • an anionic surfactant such as sodium lauryl sulfate
  • the antifoam is then accurately dosed into the solution under the meniscus layer by aid of a micropipette.
  • a glass frit connected to a compressed gas source via a hollow glass rod and suitable hosing is then immersed and submerged into the testing solution.
  • compressed air is sparged into the testing solution at 4 L/min.
  • the flow rate of the gas is controlled by an appropriate and suitable gas flowmeter.
  • a suitable stopwatch is simultaneously started upon the introduction of the gas sparge.
  • the increasing foam volume against sparging time is measured until the foam volume has reached a maximum of 1000 mL or 10 minutes of the sparge has elapsed.
  • Simple laboratory silicone-based antifoams of 100 grams in weight, incorporating a silicone antifoam component and a polypropylene oxide component can be prepared by the following method. Using a clean and suitable laboratory vessel or reactor, secure the vessel and insert a suitable mechanical mixer into the lab reactor. The lab mixer should be fitted with a suitable mixing blade in terms of its type, e.g. a saw-tooth, and its geometry. Accurately weigh 50 grams of a suitable silicone antifoam emulsion, e.g., Sag®7133, into the reactor. Immerse the mixing blade into the emulsion and begin to mix the emulsion at 300 rpm. Accurately weigh 50 grams of a suitable polypropylene oxide and slowly add this component into the agitating mixture in the reactor.
  • a suitable silicone antifoam emulsion e.g., Sag®7133
  • Example 1 the compositions described above in Example 1 containing a silicone antifoam component in combination with polypropylene glycol (i.e., ANTIFOAM EMULSION A and ANTIFOAM EMULSION B, respectively) were tested for foam control by being dosed at 167 ppm in a 40 to 50 weight percent MDEA solution which also contained zero point one weight percent of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam, used in a gas processing run, and these results compared against the foam controlling abilities of polypropylene glycol in the absence of silicone antifoam component (i.e., PPG) and a formulation containing silicone antifoam component in the absence of polypropylene glycol (i.e., Sag® 7133) at the same concentrations under the same conditions in a similarly concentrated MDEA solution which also contained zero point one weight percent of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam.
  • an anionic surfactant
  • FIG. 1 shows that the foam controlling abilities of formulations containing either of the components in an uncombined state (i.e., PPG and Sag® 7133) are significantly less than the foam controlling abilities of formulations containing a combination of a silicone antifoam component and PPG (i.e., ANTIFOAM EMULSION A and ANTIFOAM EMULSION B). Accordingly, it is evident that an unexpected synergistic effect between silicone antifoam component and PPG is involved in the observed improvement in suppression of foam in the formulations of the present invention.
  • FIG. 2 compares the foam controlling ability of silicone antifoam component without PPG (i.e., Sag®7133) at a dosing of 167 ppm or 500 ppm in a 30 to 40 weight percent aqueous solution of DEA which also contained zero point one weight percent of an anionic surfactant, such as sodium lauryl sulfate, to stabilize the foam against a formulation containing a combination of silicone antifoam component and PPG (i.e., ANTIFOAM EMULSION A) at a dosing of 167 ppm under the same conditions in a similarly concentrated DEA solution.
  • an anionic surfactant such as sodium lauryl sulfate
  • FIG. 2 demonstrate that a formulation of the present invention (i.e., ANTIFOAM EMULSION A) achieves substantially improved foam suppression at a dosing of 167 ppm as compared to silicone antifoam component without PPG (i.e., Sag®7133) at a far greater dosing of 500 ppm.
  • a formulation of the present invention i.e., ANTIFOAM EMULSION A

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Degasification And Air Bubble Elimination (AREA)
  • Detergent Compositions (AREA)
US11/400,976 2006-04-10 2006-04-10 Low-foaming gas processing compositions and uses thereof Expired - Fee Related US7678835B2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US11/400,976 US7678835B2 (en) 2006-04-10 2006-04-10 Low-foaming gas processing compositions and uses thereof
TW096110596A TWI411646B (zh) 2006-04-10 2007-03-27 低起泡氣體加工組成物及其用途
PCT/US2007/008509 WO2007120567A1 (en) 2006-04-10 2007-04-04 Low-foaming gas processing compositions and uses thereof
US12/684,180 US7879918B2 (en) 2006-04-10 2010-01-08 Low-foaming gas processing compositions and uses thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US11/400,976 US7678835B2 (en) 2006-04-10 2006-04-10 Low-foaming gas processing compositions and uses thereof

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/684,180 Continuation US7879918B2 (en) 2006-04-10 2010-01-08 Low-foaming gas processing compositions and uses thereof

Publications (2)

Publication Number Publication Date
US20070244205A1 US20070244205A1 (en) 2007-10-18
US7678835B2 true US7678835B2 (en) 2010-03-16

Family

ID=38440923

Family Applications (2)

Application Number Title Priority Date Filing Date
US11/400,976 Expired - Fee Related US7678835B2 (en) 2006-04-10 2006-04-10 Low-foaming gas processing compositions and uses thereof
US12/684,180 Active US7879918B2 (en) 2006-04-10 2010-01-08 Low-foaming gas processing compositions and uses thereof

Family Applications After (1)

Application Number Title Priority Date Filing Date
US12/684,180 Active US7879918B2 (en) 2006-04-10 2010-01-08 Low-foaming gas processing compositions and uses thereof

Country Status (3)

Country Link
US (2) US7678835B2 (zh)
TW (1) TWI411646B (zh)
WO (1) WO2007120567A1 (zh)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8551533B2 (en) 2011-05-09 2013-10-08 Momentive Performance Materials Inc. Adjuvant composition and agrochemical formulation containing same
US20150240424A1 (en) * 2012-10-11 2015-08-27 Dow Corning Toray Co., Ltd. Anti-Foaming Agent And Pulp Production Method

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ597055A (en) 2006-12-15 2012-12-21 Colgate Palmolive Co Liquid hand dish detergent having suspended particulate material
US8741245B2 (en) * 2009-12-28 2014-06-03 Babcock-Hitachi Kabushiki Kaisha Carbon dioxide-absorbing solution and method of recovering carbon dioxide
WO2011147033A2 (en) * 2010-05-27 2011-12-01 Saint Mary's University Compositions and methods for capturing carbon dioxide
JP5449059B2 (ja) * 2010-06-30 2014-03-19 公益財団法人地球環境産業技術研究機構 排ガス中の二酸化炭素を効率的に吸収及び回収する水溶液
CN102021597B (zh) * 2010-12-30 2012-09-19 广州嘉史洁环保科技有限公司 一种金属脱脂剂
JP7490596B2 (ja) * 2020-09-15 2024-05-27 株式会社東芝 酸性ガス吸収剤、酸性ガスの除去方法および酸性ガス除去装置
US20240287402A1 (en) * 2023-02-20 2024-08-29 Ecolab Usa Inc. Methods for the abatement of fouling of natural gas processing equipment using anti-foam and de-foaming compositions
CN117603744B (zh) * 2024-01-24 2024-04-09 山西国化能源有限责任公司 一种自动化天然气脱硫系统

Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3505377A (en) 1966-08-12 1970-04-07 Union Carbide Corp Siloxane-oxyalkylene copolymer foam stabilizers
US3846329A (en) 1971-05-17 1974-11-05 Dow Corning Antifoam composition
US4431789A (en) 1981-03-13 1984-02-14 Shin-Etsu Chemical Co., Ltd. Novel organopolysiloxane having alcoholic hydroxy groups and a method for the preparation thereof
US5314672A (en) 1992-05-22 1994-05-24 Sweetchem Corp. Composition and method for sweetening hydrocarbons
US5693256A (en) 1994-06-17 1997-12-02 Dow Corning S.A. Foam control agent
US6051533A (en) 1989-04-17 2000-04-18 Monsanto Company Formulations having enhanced water dissolution
US6156808A (en) 1999-01-04 2000-12-05 Halliburton Energy Services, Inc. Defoaming compositions and methods
US6207782B1 (en) 1998-05-28 2001-03-27 Cromption Corporation Hydrophilic siloxane latex emulsions
US6267938B1 (en) * 1996-11-04 2001-07-31 Stanchem, Inc. Scavengers for use in reducing sulfide impurities
US6369022B2 (en) 2000-01-14 2002-04-09 Dow Corning, S.A. Foam control agents
US6512015B1 (en) * 2000-06-30 2003-01-28 Dow Corning Corporation Silicone foam control compositions
US6521587B1 (en) 1999-08-13 2003-02-18 Dow Corning S.A. Silicone foam control agent
WO2004048642A1 (ja) * 2002-11-27 2004-06-10 Teikoku Oil Co., Ltd. 粗ガスから酸性ガスを除去する方法及び酸性ガス除去用アミン溶液に添加される腐食抑制作用及び消泡作用を有する添加剤
US6929680B2 (en) 2003-09-26 2005-08-16 Consortium Services Management Group, Inc. CO2 separator method and apparatus

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4370358A (en) * 1980-09-22 1983-01-25 General Electric Company Ultraviolet curable silicone adhesives

Patent Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3505377A (en) 1966-08-12 1970-04-07 Union Carbide Corp Siloxane-oxyalkylene copolymer foam stabilizers
US3846329A (en) 1971-05-17 1974-11-05 Dow Corning Antifoam composition
US4431789A (en) 1981-03-13 1984-02-14 Shin-Etsu Chemical Co., Ltd. Novel organopolysiloxane having alcoholic hydroxy groups and a method for the preparation thereof
US6051533A (en) 1989-04-17 2000-04-18 Monsanto Company Formulations having enhanced water dissolution
US5314672A (en) 1992-05-22 1994-05-24 Sweetchem Corp. Composition and method for sweetening hydrocarbons
US5693256A (en) 1994-06-17 1997-12-02 Dow Corning S.A. Foam control agent
US6267938B1 (en) * 1996-11-04 2001-07-31 Stanchem, Inc. Scavengers for use in reducing sulfide impurities
US6207782B1 (en) 1998-05-28 2001-03-27 Cromption Corporation Hydrophilic siloxane latex emulsions
US6156808A (en) 1999-01-04 2000-12-05 Halliburton Energy Services, Inc. Defoaming compositions and methods
US6521587B1 (en) 1999-08-13 2003-02-18 Dow Corning S.A. Silicone foam control agent
US6369022B2 (en) 2000-01-14 2002-04-09 Dow Corning, S.A. Foam control agents
US6512015B1 (en) * 2000-06-30 2003-01-28 Dow Corning Corporation Silicone foam control compositions
WO2004048642A1 (ja) * 2002-11-27 2004-06-10 Teikoku Oil Co., Ltd. 粗ガスから酸性ガスを除去する方法及び酸性ガス除去用アミン溶液に添加される腐食抑制作用及び消泡作用を有する添加剤
US20060000356A1 (en) * 2002-11-27 2006-01-05 Yasuyoshi Tomoe Method for removing acidic gas from raw gas, and additive having corrosion suppressing effect and defoaming effect for addition to amine solution for removing acid gas
US6929680B2 (en) 2003-09-26 2005-08-16 Consortium Services Management Group, Inc. CO2 separator method and apparatus

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
C.L. Crawford, Hydrogen Generation Rate Scoping Study of Dow Corning Antifoam Agent American Chemical Society 57th Southwest/61st Southwest Regional Meeting, Nov. 1-4, 2005, Memphis, TN.
OSi Antifoams In The Alkanolamine Process of Gas Scrubbing, EU-36-018/KS/FK/January, Copyright 2001, Crompton Corporation.
SAG*7133 and SAG*220 Anitfoams for Gas Processing, GE-Advanced Materials, copyright 2003-2006, General Electric Company.

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8551533B2 (en) 2011-05-09 2013-10-08 Momentive Performance Materials Inc. Adjuvant composition and agrochemical formulation containing same
US20150240424A1 (en) * 2012-10-11 2015-08-27 Dow Corning Toray Co., Ltd. Anti-Foaming Agent And Pulp Production Method
US9631320B2 (en) * 2012-10-11 2017-04-25 Dow Corning Corporation Anti-foaming agent and pulp production method

Also Published As

Publication number Publication date
US7879918B2 (en) 2011-02-01
US20100113855A1 (en) 2010-05-06
TWI411646B (zh) 2013-10-11
TW200808906A (en) 2008-02-16
US20070244205A1 (en) 2007-10-18
WO2007120567A1 (en) 2007-10-25

Similar Documents

Publication Publication Date Title
US7879918B2 (en) Low-foaming gas processing compositions and uses thereof
US6512015B1 (en) Silicone foam control compositions
EP2809729B1 (en) Siloxane polyether copolymers
US6207722B1 (en) Foam control compositions having resin-fillers
US5977191A (en) Method for controlling foam
CN108778443B (zh) 用于清洁剂的消泡剂组合物
JP2006199962A (ja) 消泡剤組成物
CN106659950B (zh) 消泡剂用油复配物及其制造方法以及消泡剂组合物
KR960003145B1 (ko) 고도의 산성 수성계를 위한 발포 조절 방법
US5861453A (en) Silicone compositions and uses thereof
US6451863B1 (en) Use of water-insoluble poly(oxy-1,4-butanediyl)-containing polyoxyalkylene-polysiloxane block copolymers for defoaming aqueous media
JP4557183B2 (ja) 消泡剤用オイルコンパウンドの製造方法及び消泡剤組成物
US20080121104A1 (en) Silicone antifoam composition and method using same
JP4426974B2 (ja) 粗ガスから酸性ガスを除去する方法及び酸性ガス除去用アミン溶液に添加される腐食抑制作用及び消泡作用を有する添加剤
US20030119917A1 (en) Dispersible silicone compositions
CN106215467A (zh) 一种有机硅消泡剂
US6391831B1 (en) Use of water-insoluble polyoxyarylene-polysiloxane block copolymers for defoaming aqueous media
EP2325262B1 (en) Preparation of antifoaming oil compound and antifoam composition
CN114728215A (zh) 水溶性有机硅消泡剂组合物及含有其的水性涂料
JP2005324140A (ja) 消泡剤組成物
CN106237662A (zh) 一种有机硅消泡剂的制备方法
KR100761777B1 (ko) 자기 유화형 실리콘 소포제 조성물
JP2001212403A (ja) 消泡剤組成物
JP7187005B2 (ja) 消泡剤組成物
JP3944689B2 (ja) 消泡剤組成物

Legal Events

Date Code Title Description
AS Assignment

Owner name: GENERAL ELECTRIC COMPANY, NEW YORK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:KOZCO, KALMAN;QUINN, DAVID GEORGE;REEL/FRAME:018496/0120;SIGNING DATES FROM 20061009 TO 20061011

Owner name: GENERAL ELECTRIC COMPANY,NEW YORK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:KOZCO, KALMAN;QUINN, DAVID GEORGE;SIGNING DATES FROM 20061009 TO 20061011;REEL/FRAME:018496/0120

AS Assignment

Owner name: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., A

Free format text: SECURITY AGREEMENT;ASSIGNORS:MOMENTIVE PERFORMANCE MATERIALS, INC.;JUNIPER BOND HOLDINGS I LLC;JUNIPER BOND HOLDINGS II LLC;AND OTHERS;REEL/FRAME:022902/0461

Effective date: 20090615

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:GENERAL ELECTRIC COMPANY;REEL/FRAME:023804/0870

Effective date: 20100114

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC.,NEW YORK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:GENERAL ELECTRIC COMPANY;REEL/FRAME:023804/0870

Effective date: 20100114

STCF Information on status: patent grant

Free format text: PATENTED CASE

AS Assignment

Owner name: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE, PENNSYLVANIA

Free format text: SECURITY AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC;REEL/FRAME:028344/0208

Effective date: 20120525

Owner name: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE,

Free format text: SECURITY AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC;REEL/FRAME:028344/0208

Effective date: 20120525

AS Assignment

Owner name: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE, PENNSYLVANIA

Free format text: PATENT SECURITY AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:030185/0001

Effective date: 20121116

Owner name: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE,

Free format text: PATENT SECURITY AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:030185/0001

Effective date: 20121116

AS Assignment

Owner name: JPMORGAN CHASE BANK, N.A., NEW YORK

Free format text: SECURITY AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:030311/0343

Effective date: 20130424

FPAY Fee payment

Year of fee payment: 4

AS Assignment

Owner name: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT, PENNSYLVANIA

Free format text: SECURITY INTEREST;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:034066/0570

Effective date: 20141024

Owner name: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT, PENNSYLVANIA

Free format text: SECURITY INTEREST;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:034066/0662

Effective date: 20141024

Owner name: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., A

Free format text: SECURITY INTEREST;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:034066/0570

Effective date: 20141024

Owner name: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., A

Free format text: SECURITY INTEREST;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:034066/0662

Effective date: 20141024

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS;ASSIGNOR:THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.;REEL/FRAME:034113/0331

Effective date: 20141024

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS;ASSIGNOR:THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.;REEL/FRAME:034113/0252

Effective date: 20141024

AS Assignment

Owner name: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT, OKLAHOMA

Free format text: NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY;ASSIGNOR:THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT;REEL/FRAME:035136/0457

Effective date: 20150302

Owner name: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT, OKLAHOMA

Free format text: NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN;ASSIGNOR:THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT;REEL/FRAME:035137/0263

Effective date: 20150302

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1552)

Year of fee payment: 8

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:BOKF, NA;REEL/FRAME:049194/0085

Effective date: 20190515

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:BOKF, NA;REEL/FRAME:049249/0271

Effective date: 20190515

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS;ASSIGNOR:JPMORGAN CHASE BANK, N.A.;REEL/FRAME:050304/0555

Effective date: 20190515

AS Assignment

Owner name: BNP PARIBAS, AS ADMINISTRATIVE AGENT, NEW YORK

Free format text: FIRST LIEN TERM LOAN PATENT AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:049387/0782

Effective date: 20190515

Owner name: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE A

Free format text: SECOND LIEN TERM LOAN PATENT AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:049388/0220

Effective date: 20190515

Owner name: CITIBANK, N.A., AS ADMINISTRATIVE AGENT, NEW YORK

Free format text: ABL PATENT AGREEMENT;ASSIGNORS:MOMENTIVE PERFORMANCE MATERIALS INC.;MOMENTIVE PERFORMANCE MATERIALS GMBH;REEL/FRAME:049388/0252

Effective date: 20190515

Owner name: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT, NEW YORK

Free format text: SECOND LIEN TERM LOAN PATENT AGREEMENT;ASSIGNOR:MOMENTIVE PERFORMANCE MATERIALS INC.;REEL/FRAME:049388/0220

Effective date: 20190515

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT;REEL/FRAME:054883/0855

Effective date: 20201222

FEPP Fee payment procedure

Free format text: MAINTENANCE FEE REMINDER MAILED (ORIGINAL EVENT CODE: REM.); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

LAPS Lapse for failure to pay maintenance fees

Free format text: PATENT EXPIRED FOR FAILURE TO PAY MAINTENANCE FEES (ORIGINAL EVENT CODE: EXP.); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

STCH Information on status: patent discontinuation

Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362

FP Lapsed due to failure to pay maintenance fee

Effective date: 20220316

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:KOOKMIN BANK NEW YORK;REEL/FRAME:063197/0373

Effective date: 20230329

AS Assignment

Owner name: MOMENTIVE PERFORMANCE MATERIALS INC., NEW YORK

Free format text: TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS;ASSIGNOR:BNP PARIBAS;REEL/FRAME:063259/0133

Effective date: 20230329